Oxidative free radical reactions between 2-benzyl-1,4-naphthoquinones and beta-dicarbonyl compounds

Authors
Tsai, AI Wu, YL Chuang, CP
Citation
Ai. Tsai et al., Oxidative free radical reactions between 2-benzyl-1,4-naphthoquinones and beta-dicarbonyl compounds, TETRAHEDRON, 57(37), 2001, pp. 7829-7837
Citations number
35
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON
ISSN journal
00404020 → ACNP
Volume
57
Issue
37
Year of publication
2001
Pages
7829 - 7837
Database
ISI
SICI code
0040-4020(20010910)57:37<7829:OFRRB2>2.0.ZU;2-K
Abstract
Oxidative free radical reactions between 2-benzyl-1,4-naphthoquinones and b eta -dicarbonyl compounds are described. Electrophilic carbon-centered radi cals produced by the manganese(EEL) acetate or cerium(IV) ammonium nitrate oxidation of beta -dicarbonyl compounds undergo efficient addition to a C-C double bond of quinone ring. This free radical reaction provides a novel m ethod for the synthesis of naphthacene-5,12-diones. (C) 2001 Elsevier Scien ce Ltd. All rights reserved.